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SML0909

Sigma-Aldrich

Nefopam hydrochloride

≥98% (HPLC)

Synonym(s):

3,4,5,6-Tetrahydro-5-methyl-1-phenyl-1H-2,5-benzoxazocine hydrochloride, 5-Methyl-1-phenyl-1,3,4,6-tetrahydro-5H-benz[f]-2,5-oxazocine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19NO · HCl
CAS Number:
23327-57-3
Molecular Weight:
289.80
EC Number:
245-585-5
MDL number:
MFCD00012750
UNSPSC Code:
12352200
PubChem Substance ID:
329825616
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

mp

260 °C (dec.) (lit.)

solubility

H2O: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

Cl.CN1CCOC(c2ccccc2)c3ccccc3C1

InChI

1S/C17H19NO.ClH/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18;/h2-10,17H,11-13H2,1H3;1H

InChI key

CNNVSINJDJNHQK-UHFFFAOYSA-N

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Application

Nefopam hydrochloride has been used as a standard for the quantitative determination of tramadol by gas chromatography–mass spectrometry (GC/MS).

Biochem/physiol Actions

Nefopam is a centrally-acting analgesic drug of the benzoxazocine chemical class. Nefopam is a non-opioid, but has a potentiating effect on morphine and other opioids. Its mechanism of action is not certain, but may involve its action as a dopamine/serotonin/norepinephrine reuptake inhibitor.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000379729
0000379728
0000378863
0000379729
0000379728

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O Mialon et al.
Journal de gynecologie, obstetrique et biologie de la reproduction, 40(2), 137-143 (2010-10-12)
Analgesic protocols administered before a follicular puncture under local anesthesia are well tolerated when using NSAIDs, but we still do not know their possible impacts on in vitro fertilization (IVF) outcomes. A retrospective monocentric study using two consecutive temporal cohorts
Raymond Poon et al.
PloS one, 7(5), e37940-e37940 (2012-06-06)
Fibroproliferative disorders include neoplastic and reactive processes (e.g. desmoid tumor and hypertrophic scars). They are characterized by activation of β-catenin signaling, and effective pharmacologic approaches are lacking. Here we undertook a high throughput screen using human desmoid tumor cell cultures
Yoshie Taniguchi et al.
Anesthesia and analgesia, 111(2), 409-414 (2010-06-10)
Mild hypothermia has been shown to improve neurologic outcome after cardiac arrest. Nefopam, a centrally acting, nonsedative analgesic, decreases the threshold of shivering, but not vasoconstriction, and thus might be a suitable drug for induction of therapeutic hypothermia. However, not
F Remérand et al.
Orthopaedics & traumatology, surgery & research : OTSR, 99(2), 169-174 (2012-12-26)
Multimodal analgesia combining several non-opioid analgesics is recommended for pain control after surgery. In one study of total hip arthroplasty (THA), pain relief achieved by adding ketamine to the paracetamol-ketoprofen combination was statistically significant but remained inadequate in most patients.
H Seddik et al.
Annales pharmaceutiques francaises, 71(2), 119-122 (2013-03-30)
Whether intestinal toxicity of preferential or selective COX-2 inhibitors is reduced compared with that of standard NSAIDs is controversial. A 26-year-old woman presented with acute abdominal pain and bloody diarrhoea a few days after beginning meloxicam treatment. Endoscopic examination of
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